Thank you for reaching out to the Microsoft Q&A Forum and for sharing the details of your issue.
I tested this scenario in my environment (macOS Tahoe 26.3.1(a) with Outlook version 16.108, and Classic Outlook for Windows as the receiving client), and it worked as expected on my side.
To better understand your situation, could you please help confirm the following:
- The exact version of Outlook and macOS you are currently using
- Whether this issue started recently or has been occurring for some time
- Whether it happens with all emails or only specific messages
This information will help narrow down the possible cause and provide more accurate guidance.
Please understand that our initial reply may not always immediately resolve the issue. However, with your help and more detailed information, we can work together to find a solution.
I look forward to your response.
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